IMPPAT Phytochemical information: 
Methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
Methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
Summary

SMILES: COC(=O)C(=C)C1CC2=C(C)C(=O)OC2CC1(C)C=C
InChI: InChI=1S/C16H20O4/c1-6-16(4)8-13-11(9(2)15(18)20-13)7-12(16)10(3)14(17)19-5/h6,12-13H,1,3,7-8H2,2,4-5H3
InChIKey: ODNZGWQSPYLHGS-UHFFFAOYSA-N
DeepSMILES: COC=O)C=C)CCC=CC)C=O)OC5CC9C)C=C
Scaffold Graph/Node/Bond level: O=C1C=C2CCCCC2O1
Scaffold Graph/Node level: OC1CC2CCCCC2O1
Scaffold Graph level: CC1CC2CCCCC2C1
Functional groups: C=C(C)C(=O)OC; CC1=C(C)C(=O)OC1; C=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Elemane sesquiterpenoids
Synonymous chemical names:
methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 276.33
Log P RDKit 2.56
Topological polar surface area (Å2) RDKit 52.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.19
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.451427
Methyl-2-(3,6-dimethyl-2-oxo-6-vinyl-2,4,5,6,7,7a-hexahydrobenzofuran-5-yl)acrylate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.17
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No